DE60012131D1 - Intermediates for the production of citalopram - Google Patents
Intermediates for the production of citalopramInfo
- Publication number
- DE60012131D1 DE60012131D1 DE60012131T DE60012131T DE60012131D1 DE 60012131 D1 DE60012131 D1 DE 60012131D1 DE 60012131 T DE60012131 T DE 60012131T DE 60012131 T DE60012131 T DE 60012131T DE 60012131 D1 DE60012131 D1 DE 60012131D1
- Authority
- DE
- Germany
- Prior art keywords
- citalopram
- compound
- following formula
- production
- intermediates
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/87—Benzo [c] furans; Hydrogenated benzo [c] furans
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
- C07C29/38—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones
- C07C29/40—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones with compounds containing carbon-to-metal bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C33/40—Halogenated unsaturated alcohols
- C07C33/46—Halogenated unsaturated alcohols containing only six-membered aromatic rings as cyclic parts
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
- C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/373—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in doubly bound form
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Steroid Compounds (AREA)
- Crystals, And After-Treatments Of Crystals (AREA)
Abstract
Citalopram can be industrially and economically produced and at a high yield by reacting a compound of the following formula ÄVIÜ with 3-(dimethylamino)propyl chloride in the presence of at least one of N,N,N',N'-tetramethylethylenediamine and 1,3-dimethyl-2-imidazolidinone and a condensing agent. The compound of the following formula ÄIIIÜ, which is a key compound for the production of citalopram, can be easily produced by subjecting the compound of the following formula ÄIIÜ to reduction and cyclization. <CHEM>
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2000039936 | 2000-02-17 | ||
| JP2000039936 | 2000-02-17 | ||
| JP2000065527 | 2000-03-09 | ||
| JP2000065527 | 2000-03-09 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60012131D1 true DE60012131D1 (en) | 2004-08-19 |
| DE60012131T2 DE60012131T2 (en) | 2005-08-11 |
Family
ID=26585589
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60012131T Expired - Fee Related DE60012131T2 (en) | 2000-02-17 | 2000-09-06 | Intermediates for the production of citalopram |
Country Status (10)
| Country | Link |
|---|---|
| US (5) | US6433196B1 (en) |
| EP (2) | EP1125907B1 (en) |
| AT (1) | ATE271025T1 (en) |
| AU (1) | AU777193B2 (en) |
| CA (1) | CA2318701A1 (en) |
| DE (1) | DE60012131T2 (en) |
| DK (1) | DK1125907T3 (en) |
| ES (1) | ES2220308T3 (en) |
| PT (1) | PT1125907E (en) |
| SI (1) | SI1125907T1 (en) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT1173431E (en) * | 1999-04-14 | 2003-09-30 | Lundbeck & Co As H | METHOD OF PREPARING CITALOPRAM |
| AR026063A1 (en) * | 1999-11-01 | 2002-12-26 | Lundbeck & Co As H | METHOD FOR THE PREPARATION OF 5-CARBOXIFTALIDA. |
| US6310222B1 (en) | 1999-11-01 | 2001-10-30 | Sumika Fine Chemicals Co., Ltd. | Production method of 5-phthalancarbonitrile compound, intermediate therefor and production method of the intermediate |
| IES20010143A2 (en) * | 2000-02-24 | 2001-07-25 | Lundbeck & Co As H | Method for the preparation of citalopram |
| IES20010157A2 (en) | 2000-03-03 | 2002-03-06 | Lundbeck & Co As H | Method for the preparation of citalopram |
| GB0005477D0 (en) | 2000-03-07 | 2000-04-26 | Resolution Chemicals Limited | Process for the preparation of citalopram |
| WO2001068629A1 (en) * | 2000-03-13 | 2001-09-20 | H. Lundbeck A/S | Stepwise alkylation of 5-substituted 1-(4-fluorophenyl)-1,3-dihydroisobenzofurans |
| CA2402388A1 (en) | 2000-03-13 | 2001-09-20 | Hans Petersen | Method for the preparation of citalopram |
| GB2357762B (en) * | 2000-03-13 | 2002-01-30 | Lundbeck & Co As H | Crystalline base of citalopram |
| IES20010206A2 (en) | 2000-03-13 | 2002-03-06 | Lundbeck & Co As H | Method for the preparation of citalopram |
| AU2001239213A1 (en) | 2000-03-14 | 2001-09-24 | H Lundbeck A/S | Method for the preparation of citalopram |
| SK14812002A3 (en) | 2000-03-16 | 2003-02-04 | H. Lundbeck A/S | Method for the preparation of 5-cyano-1-(4-fluorophenyl)-1,3-dihydroisobenzofurans |
| AR032455A1 (en) | 2000-05-12 | 2003-11-12 | Lundbeck & Co As H | METHOD FOR THE PREPARATION OF CITALOPRAM, AN INTERMEDIARY EMPLOYED IN THE METHOD, A METHOD FOR THE PREPARATION OF THE INTERMEDIARY EMPLOYED IN THE METHOD AND PHARMACEUTICAL COMPOSITION ANTIDEPRESSIVE |
| EP1346989A1 (en) * | 2002-03-21 | 2003-09-24 | Jubilant Organosys Limited | Improved process for the preparation of citalopram and its hydrobromide |
| ITMI20030479A1 (en) | 2003-03-13 | 2004-09-14 | Adorkem Technology S P A | PROCEDURE FOR THE PREPARATION OF A CYAN-ISOBENZOFURANO. |
| AU2003223105A1 (en) * | 2003-03-24 | 2004-10-18 | Hetero Drugs Limited | Novel crystalline forms of (s)-citalopram oxalate |
| US20040202717A1 (en) | 2003-04-08 | 2004-10-14 | Mehta Atul M. | Abuse-resistant oral dosage forms and method of use thereof |
| AU2003238676A1 (en) * | 2003-04-21 | 2004-11-19 | Podile Khadgapathi | An improved process for the preparation of citalopram hydrobromide |
| CA2575975A1 (en) * | 2003-11-12 | 2005-05-26 | Dr. Reddy's Laboratories, Inc. | Preparation of escitalopram |
| EP1783108B1 (en) * | 2004-08-05 | 2010-12-22 | Sumitomo Chemical Company, Limited | Method for producing halogen-substituted benzenedimethanol |
| CN102190641A (en) * | 2011-03-23 | 2011-09-21 | 四川科伦药物研究有限公司 | Method for preparing citalopram and key intermediate of escitalopram |
| CN104478690A (en) * | 2014-11-18 | 2015-04-01 | 四川大学 | Preparation method of 4,4'-dicarboxy diphenyl ketone |
Family Cites Families (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US83508A (en) * | 1868-10-27 | Improved car-brake | ||
| US60640A (en) * | 1866-12-18 | peters | ||
| US134895A (en) * | 1873-01-14 | Improvement in folding-cribs | ||
| US114692A (en) * | 1871-05-09 | Improvement in chemical electric telegraphs | ||
| US4604A (en) * | 1846-06-27 | Apparatus for generating gas | ||
| US40153A (en) * | 1863-10-06 | Improvement in bullets for fire-arms | ||
| US109577A (en) * | 1870-11-29 | Improvement in machines for | ||
| GB1219609A (en) * | 1968-07-19 | 1971-01-20 | Koninklijke Pharma Fab Nv | Diphenylmethoxyethylamino derivatives |
| US3642997A (en) | 1969-06-25 | 1972-02-15 | Merck & Co Inc | Tricyclic carboxylic acids in the treatment of inflammation |
| US3835167A (en) | 1972-12-18 | 1974-09-10 | Syntex Inc | Anthrone carboxylic acids and derivatives |
| US3959475A (en) * | 1973-12-12 | 1976-05-25 | American Hoechst Corporation | Substituted 1,3-dihydrospiro(isobenzofuran)s |
| GB1526331A (en) | 1976-01-14 | 1978-09-27 | Kefalas As | Phthalanes |
| ES8700647A1 (en) | 1984-10-11 | 1986-11-16 | Raychem Corp | Preparation of aromatic carbonyl compounds. |
| US4940822A (en) * | 1988-11-04 | 1990-07-10 | Warner-Lambert Company | Substituted benzenemethanol compounds, intermediates thereof, and preparation thereof |
| US5061810A (en) | 1989-11-28 | 1991-10-29 | Ethyl Corporation | Substituted benzophenone dicarboxylic acids |
| EP0467435A3 (en) * | 1990-07-19 | 1992-04-01 | Akzo N.V. | Benzhydryl derivatives having calmodulin inhibitor properties |
| US5198594A (en) * | 1991-11-27 | 1993-03-30 | Amoco Corporation | Alkylation of alkylaromatics promoted by sonicated alkali metal |
| US5210313A (en) | 1992-01-10 | 1993-05-11 | Maxdem Incorporated | Preparation of 2,5-dichlorobenzophenones |
| UA62985C2 (en) | 1997-11-10 | 2004-01-15 | Lunnbeck As H | A method for the preparation of citalopram |
| EP1096926B1 (en) * | 1998-07-13 | 2007-02-28 | Nps Pharmaceuticals, Inc. | Methods and compounds for treating depression |
| PT1173431E (en) | 1999-04-14 | 2003-09-30 | Lundbeck & Co As H | METHOD OF PREPARING CITALOPRAM |
| US6310222B1 (en) * | 1999-11-01 | 2001-10-30 | Sumika Fine Chemicals Co., Ltd. | Production method of 5-phthalancarbonitrile compound, intermediate therefor and production method of the intermediate |
| IES20010143A2 (en) | 2000-02-24 | 2001-07-25 | Lundbeck & Co As H | Method for the preparation of citalopram |
| FR2805812A1 (en) * | 2000-02-24 | 2001-09-07 | Lundbeck & Co As H | PROCESS FOR THE PREPARATION OF CITALOPRAM |
| SK14812002A3 (en) | 2000-03-16 | 2003-02-04 | H. Lundbeck A/S | Method for the preparation of 5-cyano-1-(4-fluorophenyl)-1,3-dihydroisobenzofurans |
| AR032455A1 (en) * | 2000-05-12 | 2003-11-12 | Lundbeck & Co As H | METHOD FOR THE PREPARATION OF CITALOPRAM, AN INTERMEDIARY EMPLOYED IN THE METHOD, A METHOD FOR THE PREPARATION OF THE INTERMEDIARY EMPLOYED IN THE METHOD AND PHARMACEUTICAL COMPOSITION ANTIDEPRESSIVE |
| US20030109577A1 (en) | 2000-10-27 | 2003-06-12 | Ken Liljegren | Pharmaceutical composition containing citalopram |
-
2000
- 2000-09-05 US US09/654,768 patent/US6433196B1/en not_active Expired - Fee Related
- 2000-09-06 ES ES00119222T patent/ES2220308T3/en not_active Expired - Lifetime
- 2000-09-06 EP EP00119222A patent/EP1125907B1/en not_active Expired - Lifetime
- 2000-09-06 AT AT00119222T patent/ATE271025T1/en not_active IP Right Cessation
- 2000-09-06 DE DE60012131T patent/DE60012131T2/en not_active Expired - Fee Related
- 2000-09-06 PT PT00119222T patent/PT1125907E/en unknown
- 2000-09-06 SI SI200030487T patent/SI1125907T1/en unknown
- 2000-09-06 EP EP04006759A patent/EP1428813A1/en not_active Withdrawn
- 2000-09-06 DK DK00119222T patent/DK1125907T3/en active
- 2000-09-07 AU AU56560/00A patent/AU777193B2/en not_active Ceased
- 2000-09-13 CA CA002318701A patent/CA2318701A1/en not_active Abandoned
-
2001
- 2001-11-28 US US09/996,134 patent/US6458975B1/en not_active Expired - Fee Related
-
2002
- 2002-02-28 US US10/086,076 patent/US7119215B2/en not_active Expired - Fee Related
-
2003
- 2003-12-23 US US10/744,734 patent/US6946564B2/en not_active Expired - Fee Related
-
2004
- 2004-06-14 US US10/867,350 patent/US20040230066A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| US6458975B1 (en) | 2002-10-01 |
| SI1125907T1 (en) | 2004-12-31 |
| US6946564B2 (en) | 2005-09-20 |
| US20020095051A1 (en) | 2002-07-18 |
| US20040138497A1 (en) | 2004-07-15 |
| EP1125907A3 (en) | 2002-05-02 |
| AU5656000A (en) | 2001-08-23 |
| ES2220308T3 (en) | 2004-12-16 |
| US6433196B1 (en) | 2002-08-13 |
| EP1125907A2 (en) | 2001-08-22 |
| ATE271025T1 (en) | 2004-07-15 |
| US20020062040A1 (en) | 2002-05-23 |
| DK1125907T3 (en) | 2004-10-18 |
| AU777193B2 (en) | 2004-10-07 |
| US7119215B2 (en) | 2006-10-10 |
| EP1428813A1 (en) | 2004-06-16 |
| CA2318701A1 (en) | 2001-08-17 |
| PT1125907E (en) | 2004-10-29 |
| US20040230066A1 (en) | 2004-11-18 |
| EP1125907B1 (en) | 2004-07-14 |
| DE60012131T2 (en) | 2005-08-11 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8327 | Change in the person/name/address of the patent owner |
Owner name: SUMITOMO CHEMICAL CO., LTD., TOKIO/TOKYO, JP |
|
| 8364 | No opposition during term of opposition | ||
| 8339 | Ceased/non-payment of the annual fee |